Dichlorofluorescein

Dichlorofluorescein
Names
IUPAC name
2',7'-dichloro-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one
Identifiers
76-54-0 N
ChEBI CHEBI:51596 YesY
ChEMBL ChEMBL1908059 N
ChemSpider 58471 YesY
Jmol interactive 3D Image
PubChem 64944
Properties
C20H10Cl2O5
Molar mass 401.20 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Dichlorofluorescein (DCF) is an organic dye of the fluorescein family, being substituted at the 2 and 7 positions by chloride.

It is used as an indicator for argentometry by Fajans method.[1][2]

It is also used in the cellular antioxidant activity (CAA) assay. Dichlorofluorescin is a probe that is trapped within cells and is easily oxidized to fluorescent dichlorofluorescein. The method measures the ability of compounds to prevent the formation of DCF by 2,2'-Azobis(2-amidinopropane) dihydrochloride (ABAP)-generated peroxyl radicals in human hepatocarcinoma HepG2 cells.[3]

References

  1. Kolthoff, I. M.; Lauer, W. M.; Sunde, C. J. (1929). "The Use of Dichlorofluorescein as an Adsorption Indicator for the Argentometric Titration of Chlorides". Journal of the American Chemical Society 51 (11): 3273. doi:10.1021/ja01386a014.
  2. Bambach, Karl; Rider, T. H. (1935). "Volumetric Determinations of Halides: Use of Dichlorofluorescein as an Adsorption Indicator". Industrial & Engineering Chemistry Analytical Edition 7 (3): 165. doi:10.1021/ac50095a012.
  3. Wolfe, K. L.; Liu, R. H. (2007). "Cellular Antioxidant Activity (CAA) Assay for Assessing Antioxidants, Foods, and Dietary Supplements". Journal of Agricultural and Food Chemistry 55 (22): 8896–8907. doi:10.1021/jf0715166. PMID 17902627.
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